Southwest Florida Adventure Vacations

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Flight and Adventure hotel deals in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
The Westin Cape Coral Resort At Marina Village

The Westin Cape Coral Resort At Marina Village

Pelican
CA $1,329
per person
Dec 5 - Dec 12
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
CA $1,533
per person
Nov 4 - Nov 8
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (2,690 reviews)
Beautiful room. Easily accessible to pool and beach.

Reviewed on Sep 26, 2026

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

CA $1,608
per person
Dec 6 - Dec 12
found 14 hours ago
Roundtrip flight included
Buffalo (BUF) to Fort Myers (RSW)
9.4/10 Exceptional! (1,445 reviews)
It was absolutely fantastic! We will be there next September and will be bringing more family with us. Please remember me if you have any special offers. The only thing that would have made it better is we were staying in the third building with the adult pool and we would love to have gone in and out of the gate by our building. It was a long walk around by the first building.

Reviewed on Sep 27, 2026

Hyatt Regency Coconut Point Resort & Spa

Hyatt Regency Coconut Point Resort & Spa

CA $1,652
per person
Oct 30 - Nov 2
found 2 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Fort Myers (RSW)
9/10 Wonderful! (1,001 reviews)
Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
CA $6,979
per person
Nov 5 - Nov 10
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (38 reviews)
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5* Adventure holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
CA $1,533
per person
Nov 4 - Nov 8
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (2,690 reviews)
Beautiful room. Easily accessible to pool and beach.

Reviewed on Sep 26, 2026

Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
CA $6,979
per person
Nov 5 - Nov 10
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (38 reviews)
The Ritz-Carlton, Naples

The Ritz-Carlton, Naples

Pelican Bay
CA $5,246
per person
Nov 5 - Nov 10
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.2/10 Wonderful! (513 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Southwest Florida
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3 Night Adventure holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
Save 100% on your flight
CA $1,114
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Burlington (BTV) to Fort Myers (RSW)
8.6/10 Excellent! (2,690 reviews)
Beautiful room. Easily accessible to pool and beach.

Reviewed on Sep 26, 2026

Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
Save 100% on your flight
CA $7,050
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Burlington (BTV) to Fort Myers (RSW)
9.6/10 Exceptional! (38 reviews)
Hyatt Regency Coconut Point Resort & Spa

Hyatt Regency Coconut Point Resort & Spa

CA $1,652
per person
Oct 30 - Nov 2
found 2 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Fort Myers (RSW)
9/10 Wonderful! (1,001 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Southwest Florida
View all trips

4 Night Adventure holidays in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

Save 100% on your flight
CA $1,099
per person
Nov 4 - Nov 8
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
The friendliest staff you will ever meet ! Clean property. We had the Bay View Studio. Love that it has a coffee maker ( grab cream on your way in :) , cooktop, microwave and mini fridge. Bed was very comfortable. Gorgeous view! We mostly ate on the property and you can’t beat the food . We honestly got up, had breakfast, went to the pool . Super time to visit ( September) it is quiet. We did visit in April as well and it’s BUSY - great for families with kids .

Reviewed on Sep 27, 2026

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
CA $1,533
per person
Nov 4 - Nov 8
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (2,690 reviews)
Beautiful room. Easily accessible to pool and beach.

Reviewed on Sep 26, 2026

Sanibel Inn

Sanibel Inn

East End
CA $1,413
per person
Nov 16 - Nov 20
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.2/10 Wonderful! (1,002 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Southwest Florida
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Adventure Hotels in Southwest Florida

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL
  • 2 hours drive from Siesta Key Beach
Book a stay at this luxury aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. ...
8.6/10 Excellent! (2,702 reviews)
"Beautiful room. Easily accessible to pool and beach."

Reviewed on Sep 26, 2026

Sundial Beach Resort & Spa
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

275 Estero Blvd Fort Myers Beach FL
  • 2 hours drive from Siesta Key Beach
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the ...
9.4/10 Exceptional! (1,454 reviews)
"It was absolutely fantastic! We will be there next September and will be bringing more family with us. Please remember me if you have any special offers. The only thing that would have made it better is we were staying in the third building with the adult pool and we would love to have gone in and ..."

Reviewed on Sep 27, 2026

Pink Shell Beach Resort and Marina
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL
  • 2 hours drive from Siesta Key Beach
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach ...
8.6/10 Excellent! (1,002 reviews)
"The friendliest staff you will ever meet ! Clean property. We had the Bay View Studio. Love that it has a coffee maker ( grab cream on your way in :) , cooktop, microwave and mini fridge. Bed was very comfortable. Gorgeous view! We mostly ate on the property and you can’t beat the food . We honestly ..."

Reviewed on Sep 27, 2026

Tween Waters Island Resort & Spa
See all 47,615 properties in Southwest Florida
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Things to do

Palm Beach: Sightseeing Catamaran Cruise

Palm Beach: Sightseeing Catamaran Cruise

CA $85
per adult
92% of travellers recommend
Palm Beach: Sightseeing Catamaran Cruise
Craft Beer and Wine Sunset Cruise in Palm Beach

Craft Beer and Wine Sunset Cruise in Palm Beach

CA $83
per adult
100% of travellers recommend
Craft Beer and Wine Sunset Cruise in Palm Beach
Palm Beach: Floatilla Party Cruise

Palm Beach: Floatilla Party Cruise

CA $144
per adult
Palm Beach: Floatilla Party Cruise
See all activities in Southwest Florida

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.